Charlie Chang’s apps

AI Calendar Chief of Staff

AI manages calendar around priorities and deep work.

Runs the calendar the way a chief of staff would: protects the deep work, resists the meetings that do not need to exist, and rearranges the week when something has to move. It proposes and the user approves.

What a v1 does5 features
  • Deep work defended against incoming meetings
  • Meeting requests triaged before they reach the calendar
  • The week rearranged when something urgent lands
  • Travel and buffer time added automatically
  • Everything proposed for approval, never silently moved

The market

Proven marketAI calendar
$50Ma year at Motion, up from $2M in under two years

Motion charges $19 to $34 a month for automatic calendar scheduling and Sunsama $16 to $20 for guided planning. At $15 a month this is priced below both.

Where these numbers come from
CompanyEarnsReachSource
Motion$2M to $50M ARR in under two years · $19–34/moNot publishedIndependent estimate / published pricing
Sunsama$16–20/moNot publishedPublished pricing, 2026
Todoist$26.5M a year50M+ usersIndependent estimate

Why this audience

These viewers want the leverage of a chief of staff and are years away from affording one. The content is explicitly about buying leverage before you can hire it. A calendar that defends deep work is the first job such a hire would do.

Before it can launch

  • Google Calendar restricted scopes - annual CASA Tier 2 assessment

What it earns

Drag me Every figure recalculates as you go.

Paying users1,000

0.05% of 2M followers · capped at 50,000

Price per month$15

Opens on the price this idea was costed at, $15.

1,000 paying — 0.05% of 2M followers — × $15 a month = $15,000 a month

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Fifty thousand paying users is the ceiling every one of these pages is drawn against, not a forecast. It opens at a thousand, the bottom of the range, so the first figures you see are the modest ones. What the cap buys is comparability: the same range on every app, and the percentage of the audience it takes as the number that moves.

Is this the one for your audience?

We fund it, build it, and run it. You bring the audience and take a share of the revenue. Nothing to pay and nothing to build.

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